(R)-(-)-Ibuprofen

• CAT Number: I003834
• CAS Number: 51146-57-7
• Molecular Formula: C13H18O2
• Molecular Weight: 206.28
• Purity: ≥95%
• Synonyms: (-)-Ibuprofen
• Target: NF-κB
• Solubility: 10 mM in DMSO
• Storage: -20°C
• IUPAC Name: (2R)-2-[4-(2-methylpropyl)phenyl]propanoic acid
• InChI: InChI=1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)/t10-/m1/s1
• InChIKey: HEFNNWSXXWATRW-SNVBAGLBSA-N
• SMILES: C[C@H](C1=CC=C(C=C1)CC(C)C)C(=O)O

(R)-(-)-Ibuprofen(CAT: I003834) is the enantiomer of the widely used nonsteroidal anti-inflammatory drug (NSAID) ibuprofen. Unlike its pharmacologically active counterpart, (S)-(+)-ibuprofen, the (R)-(-)-enantiomer exhibits minimal cyclooxygenase (COX) inhibition and anti-inflammatory effects. However, it plays a critical role in pharmacokinetic and metabolic studies, as a portion of (R)-(-)-ibuprofen is enzymatically converted to the active (S)-(+)-enantiomer in vivo. This enantiomer is valuable in chiral drug research and for investigating the stereoselective metabolism, bioavailability, and efficacy of ibuprofen. Its unique properties make it a key tool in studying the role of chirality in drug action and the development of stereospecific pharmaceuticals.